The Talented Mr. Ripley (1999)
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The movie is not underrated as many are saying, it is just a good but not better remake of Plein soleil (1960). Personally I think Plein soleil is much better.
The Talented Mr. Ripley is a con movie, specifically about a (let's say professional) impostor, and shows you should never falls in love with your mark. But beyond the glib way I just put the premise is a novelistic film - novelistic through its aggregation of inference, with images creating motifs redolent with meaning - filled with complex characters caught up in what becomes a lethal thriller. The impostor's reality is well represented, both logistically and metaphorically, the latter through the use of evil doubles and a dedication to the lead character's point of view that turns you into an accomplice (and perhaps another mirror). Tom Ripley's problem is that he becomes others, and so loses himself, but his greatest strength is improvisation - the fact that jazz plays a big part in this film isn't lost on this viewer - and Iago-like, he takes advantage of opportunities as they arise. Obviously, great cast, Italian locations, etc.
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In 2 official lists
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This movie ranks #78 in BFI Flare's Best LGBT Films of All Time
This movie ranks #879 in The Guardian's 1000 Films to See Before You Die